Sulfonated ethylenediamine–acetone–formaldehyde condensate: preparation, unconventional photoluminescence and aggregation enhanced emission
| Autor: | Wei Yu, Xueqing Qiu, Jiachun Chen, Ying Wu, Li Yuan, Xiao-Fang Jiang, Xiangyan Duan |
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| Rok vydání: | 2016 |
| Předmět: |
chemistry.chemical_classification
Photoluminescence Quenching (fluorescence) Chemistry Hydrogen bond General Chemical Engineering Ionic bonding Ethylenediamine 02 engineering and technology General Chemistry Polymer 010402 general chemistry 021001 nanoscience & nanotechnology Photochemistry 01 natural sciences 0104 chemical sciences chemistry.chemical_compound Organic chemistry 0210 nano-technology Luminescence Mannich reaction |
| Zdroj: | RSC Advances. 6:51257-51263 |
| ISSN: | 2046-2069 |
| Popis: | The unconventional photoluminescence of sulfonated acetone–formaldehyde (SAF) and acetone–formaldehyde (AF) condensates are uncovered and studied in this work. Their fluorescence had been ignored although they were developed and commercialized as water reducing agents in the concrete industry decades ago. More importantly, based on the traditional mechanism of the Mannich reaction, sulfonated ethylenediamine–acetone–formaldehyde (SEAF) was successfully synthesized by introducing imino groups to SAF. It shows highly enhanced fluorescence both in solution and the solid state. The emission mechanism of these polymers is proposed to be via the cluster of carbonyl groups within the long linear nonconjugated chain. Hydroxy, sulfonic and amino groups in SEAF can produce strong ionic and hydrogen bonds, which contribute to its fluorescent enhancement. Furthermore, it is more interesting that SAF and SEAF possess an aggregation-enhanced emission (AEE) effect, while AF shows aggregation-caused quenching (ACQ). This result confirms the previous report that hydrogen bonds can induce AEE effects. Our study provides a novel perspective for the design of water-soluble luminescent materials with green photoluminescence and AEE property. |
| Databáze: | OpenAIRE |
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